Abstract The first high yield preparation of non π-stabilized bis (lithio-methyl) silanes was performed by the reductive cleavage of C–S bonds with electron transfer reagents. Bis [(phenylthio)-methyl] silanes synthesized by the reaction of dichlorosilanes with [(phenylthio) methyl] lithium were transformed to the corresponding bis (lithiomethyl) silanes 7 by reaction with lithium naphthalenide (LiC 10 H 8) or lithium p, p′-di-tert-butyl-biphenylide (LiDBB) ...